(7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

Base Information

• Chemical Name: (7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate
• CAS No.: 1204603-42-8
• Molecular Formula: C₁₂H₂₂N₂O₃
• Molecular Weight: 242.318

Synonyms:(7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

Chemical Property of (7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(7R,8aS)-7-Hydroxy-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

There total 8 articles about (7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

(7R,8AS)-7-hydroxy-1,2,3,4,6,7,8,8a-octahydro-pyrrolo[1,2-a]-pyrazine (1161000-19-6) + di-tert-butyl dicarbonate (24424-99-5) → (7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate (1204603-42-8,1273564-60-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 16h;

Reference yield:

L-4-hydroxyproline methyl ester hydrochloride (40216-83-9) → (7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate (1204603-42-8,1273564-60-5)

Guidance literature:

Multi-step reaction with 5 steps

1: benzene / 5 h / Reflux

2: triethylamine / 2-ethoxy-ethanol / 12 h / Reflux

3: lithium aluminium tetrahydride / tetrahydrofuran / 78 h / 15 - 65 °C

4: hydrogen; 20% palladium hydroxide-activated charcoal / ethanol / 16 h / 50 °C / 1551.49 Torr

5: dichloromethane / 16 h / 20 °C

With lithium aluminium tetrahydride; 20% palladium hydroxide-activated charcoal; hydrogen; triethylamine; In tetrahydrofuran; 2-ethoxy-ethanol; ethanol; dichloromethane; benzene;

Reference yield:

(7R,8aS)-2-benzyl-7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-1,4-dione (132714-97-7) → (7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate (1204603-42-8,1273564-60-5)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 78 h / 15 - 65 °C

2: 20% palladium hydroxide-activated charcoal; hydrogen / ethanol / 16 h / 50 °C / 1551.49 Torr

3: dichloromethane / 16 h / 20 °C

With lithium aluminium tetrahydride; 20% palladium hydroxide-activated charcoal; hydrogen; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

(7R,8AS)-7-hydroxy-1,2,3,4,6,7,8,8a-octahydro-pyrrolo[1,2-a]-pyrazine

di-tert-butyl dicarbonate

(2S,4R)-methyl 1-(2-chloroacetyl)-4-hydroxypyrrolidine-2-carboxylate

(7R,8aS)-2-benzyl-7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Downstream raw materials:

(7R,8aS)-7-[(5-chloropyridin-2-yl)oxy]-2-[3-(trifluoromethyl)benzyl]octahydropyrrolo[1,2-a]pyrazine

1-[(7R,8aS)-7-{[5-(prop-1-en-2-yl)pyrazin-2-yl]oxy}hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-[3-(trifluoromethyl)phenyl]ethanone

1-[(7R,8aS)-7-[(5-isopropylpyrazin-2-yl)oxy]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-[3-(trifluoromethyl)phenyl]ethanone

[(7R,8aS)-7-[(5-chloropyridin-2-yl)oxy]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl][3-(trifluoromethyl)phenyl]methanone

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